I checked VCP and I don't think there is a set that includes all five players during their playing careers (or even a few years after). The main problem is that Mathewson did not appear in many sets after 1915 and the ones he did appear in were not mainstream (Fleischmann Bakery, Mother's Bread, and a lot of strip cards). I did not check every set but I think the above-mentioned 1948 HOF Exhibits is the earliest set not issued over several years to have all five and M113 is the earliest catalogued set to have all five (as mentioned, issued over several years).
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My avatar is a drawing of a 1958 Topps Hank Aaron by my daughter. If you are interested in one in a similar style based on the card of your choice, details can be found by searching threads with the title phrase Custom Baseball Card Artwork or by PMing me.
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